Cycloadditions of hexachlorocyclopentadiene to 7-substituted norbornadienes: remote substituent effects on reacfivity and stereoselectivity

K. N. Houk; Paul H. Mueller; Yun Dong Wu; Paul H. Mazzocchi; David Shook; Frederick Khachik

doi:10.1016/S0040-4039(00)88545-7

Cycloadditions of hexachlorocyclopentadiene to 7-substituted norbornadienes: remote substituent effects on reacfivity and stereoselectivity

K. N. Houk^*
, Paul H. Mueller
, Yun Dong Wu
, Paul H. Mazzocchi
, David Shook
, Frederick Khachik

^*Corresponding author for this work

Research output: Contribution to journal › Journal Article › peer-review

13 Citations (Scopus)

Abstract

The rates and stereoselectivities of the cycloadditions of hexachlorocyclopentadiene to norbornadienes substituted at the 7-position by tert-butyl, trimethylsilyl, methoxy, acetoxy, hydroxy, methoxymethyl, and methoxycarbonyl groups have been measured. The rates correlate with subsfituent electronegativities.

Original language	English
Pages (from-to)	7285-7288
Number of pages	4
Journal	Tetrahedron Letters
Volume	31
Issue number	50
DOIs	https://doi.org/10.1016/S0040-4039(00)88545-7
Publication status	Published - 1990
Externally published	Yes

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10.1016/S0040-4039(00)88545-7

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title = "Cycloadditions of hexachlorocyclopentadiene to 7-substituted norbornadienes: remote substituent effects on reacfivity and stereoselectivity",

abstract = "The rates and stereoselectivities of the cycloadditions of hexachlorocyclopentadiene to norbornadienes substituted at the 7-position by tert-butyl, trimethylsilyl, methoxy, acetoxy, hydroxy, methoxymethyl, and methoxycarbonyl groups have been measured. The rates correlate with subsfituent electronegativities.",

author = "Houk, \{K. N.\} and Mueller, \{Paul H.\} and Wu, \{Yun Dong\} and Mazzocchi, \{Paul H.\} and David Shook and Frederick Khachik",

year = "1990",

doi = "10.1016/S0040-4039(00)88545-7",

language = "English",

volume = "31",

pages = "7285--7288",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "50",

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TY - JOUR

T1 - Cycloadditions of hexachlorocyclopentadiene to 7-substituted norbornadienes

T2 - remote substituent effects on reacfivity and stereoselectivity

AU - Houk, K. N.

AU - Mueller, Paul H.

AU - Wu, Yun Dong

AU - Mazzocchi, Paul H.

AU - Shook, David

AU - Khachik, Frederick

PY - 1990

Y1 - 1990

N2 - The rates and stereoselectivities of the cycloadditions of hexachlorocyclopentadiene to norbornadienes substituted at the 7-position by tert-butyl, trimethylsilyl, methoxy, acetoxy, hydroxy, methoxymethyl, and methoxycarbonyl groups have been measured. The rates correlate with subsfituent electronegativities.

AB - The rates and stereoselectivities of the cycloadditions of hexachlorocyclopentadiene to norbornadienes substituted at the 7-position by tert-butyl, trimethylsilyl, methoxy, acetoxy, hydroxy, methoxymethyl, and methoxycarbonyl groups have been measured. The rates correlate with subsfituent electronegativities.

UR - https://openalex.org/W2161495940

UR - https://www.webofscience.com/wos/woscc/full-record/WOS:A1990EN60200009

U2 - 10.1016/S0040-4039(00)88545-7

DO - 10.1016/S0040-4039(00)88545-7

M3 - Journal Article

SN - 0040-4039

VL - 31

SP - 7285

EP - 7288

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 50

ER -

Cycloadditions of hexachlorocyclopentadiene to 7-substituted norbornadienes: remote substituent effects on reacfivity and stereoselectivity

Abstract

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