Diastereoselective alkylation of chiral tin (II) enolates onto cyclic acyl iminium ions. Asymmetric total synthesis of (-)-supinidine

Yoshimitsu Nagao; Wei Min Dai; Masahito Ochiai; Motoo Shiro

doi:10.1016/S0040-4020(01)96008-9

Diastereoselective alkylation of chiral tin (II) enolates onto cyclic acyl iminium ions. Asymmetric total synthesis of (-)-supinidine

Yoshimitsu Nagao^*, Wei Min Dai, Masahito Ochiai, Motoo Shiro

^*Corresponding author for this work

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

35 Citations (Scopus)

Abstract

The scope and mechanism of the asymmetric alkylation of chiral tin (II) enolate 10 with cyclic acyl iminium ion 5 were investigated. An application of the reaction to the asymmetric synthesis of (-)-supinidine was also achieved.

Original language	English
Pages (from-to)	6361-6380
Number of pages	20
Journal	Tetrahedron
Volume	46
Issue number	18
DOIs	https://doi.org/10.1016/S0040-4020(01)96008-9
Publication status	Published - 1 Jan 1990
Externally published	Yes

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10.1016/S0040-4020(01)96008-9

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@article{bc69ff3b3a854dd3859ea050657ff63e,

title = "Diastereoselective alkylation of chiral tin (II) enolates onto cyclic acyl iminium ions. Asymmetric total synthesis of (-)-supinidine",

abstract = "The scope and mechanism of the asymmetric alkylation of chiral tin (II) enolate 10 with cyclic acyl iminium ion 5 were investigated. An application of the reaction to the asymmetric synthesis of (-)-supinidine was also achieved.",

author = "Yoshimitsu Nagao and Dai, \{Wei Min\} and Masahito Ochiai and Motoo Shiro",

year = "1990",

month = jan,

day = "1",

doi = "10.1016/S0040-4020(01)96008-9",

language = "English",

volume = "46",

pages = "6361--6380",

journal = "Tetrahedron",

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publisher = "Elsevier Ltd",

number = "18",

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TY - JOUR

T1 - Diastereoselective alkylation of chiral tin (II) enolates onto cyclic acyl iminium ions. Asymmetric total synthesis of (-)-supinidine

AU - Nagao, Yoshimitsu

AU - Dai, Wei Min

AU - Ochiai, Masahito

AU - Shiro, Motoo

PY - 1990/1/1

Y1 - 1990/1/1

N2 - The scope and mechanism of the asymmetric alkylation of chiral tin (II) enolate 10 with cyclic acyl iminium ion 5 were investigated. An application of the reaction to the asymmetric synthesis of (-)-supinidine was also achieved.

AB - The scope and mechanism of the asymmetric alkylation of chiral tin (II) enolate 10 with cyclic acyl iminium ion 5 were investigated. An application of the reaction to the asymmetric synthesis of (-)-supinidine was also achieved.

UR - https://www.webofscience.com/wos/woscc/full-record/WOS:A1990DX81800008

UR - https://openalex.org/W2007003874

UR - https://www.scopus.com/pages/publications/0001410868

U2 - 10.1016/S0040-4020(01)96008-9

DO - 10.1016/S0040-4020(01)96008-9

M3 - Journal Article

SN - 0040-4020

VL - 46

SP - 6361

EP - 6380

JO - Tetrahedron

JF - Tetrahedron

IS - 18

ER -

Diastereoselective alkylation of chiral tin (II) enolates onto cyclic acyl iminium ions. Asymmetric total synthesis of (-)-supinidine

Abstract

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