New chiral recognition of chiral tin(II) enolates toward cyclic acyl iminium species. Asymmetric total synthesis of (-)-supinidine

Yoshimitsu Nagao; Dal Wei-Min; Ochiai Masahito

doi:10.1016/S0040-4039(00)82286-8

New chiral recognition of chiral tin(II) enolates toward cyclic acyl iminium species. Asymmetric total synthesis of (-)-supinidine

Yoshimitsu Nagao^*, Dal Wei-Min, Ochiai Masahito

^*Corresponding author for this work

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

32 Citations (Scopus)

Abstract

Diastereoselective alkylation of chiral tin(II) enolates 1 onto cyclic acyl iminium ion 7 proceeded in a different chiral recognition mode from the case of 1 onto the cyclic acyl imines 3. This new diastereoselective alkylation was efficiently utilized for an asymmetric total synthesis of (-)-supinidine (20).

Original language	English
Pages (from-to)	6133-6136
Number of pages	4
Journal	Tetrahedron Letters
Volume	29
Issue number	47
DOIs	https://doi.org/10.1016/S0040-4039(00)82286-8
Publication status	Published - 1988
Externally published	Yes

Access to Document

10.1016/S0040-4039(00)82286-8

Cite this

@article{0aa86b0abee14646bb8fb94dca608a82,

title = "New chiral recognition of chiral tin(II) enolates toward cyclic acyl iminium species. Asymmetric total synthesis of (-)-supinidine",

abstract = "Diastereoselective alkylation of chiral tin(II) enolates 1 onto cyclic acyl iminium ion 7 proceeded in a different chiral recognition mode from the case of 1 onto the cyclic acyl imines 3. This new diastereoselective alkylation was efficiently utilized for an asymmetric total synthesis of (-)-supinidine (20).",

author = "Yoshimitsu Nagao and Dal Wei-Min and Ochiai Masahito",

year = "1988",

doi = "10.1016/S0040-4039(00)82286-8",

language = "English",

volume = "29",

pages = "6133--6136",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "47",

}

TY - JOUR

T1 - New chiral recognition of chiral tin(II) enolates toward cyclic acyl iminium species. Asymmetric total synthesis of (-)-supinidine

AU - Nagao, Yoshimitsu

AU - Wei-Min, Dal

AU - Masahito, Ochiai

PY - 1988

Y1 - 1988

N2 - Diastereoselective alkylation of chiral tin(II) enolates 1 onto cyclic acyl iminium ion 7 proceeded in a different chiral recognition mode from the case of 1 onto the cyclic acyl imines 3. This new diastereoselective alkylation was efficiently utilized for an asymmetric total synthesis of (-)-supinidine (20).

AB - Diastereoselective alkylation of chiral tin(II) enolates 1 onto cyclic acyl iminium ion 7 proceeded in a different chiral recognition mode from the case of 1 onto the cyclic acyl imines 3. This new diastereoselective alkylation was efficiently utilized for an asymmetric total synthesis of (-)-supinidine (20).

UR - https://www.webofscience.com/wos/woscc/full-record/WOS:A1988R317900031

UR - https://openalex.org/W2020512328

UR - https://www.scopus.com/pages/publications/45549116321

U2 - 10.1016/S0040-4039(00)82286-8

DO - 10.1016/S0040-4039(00)82286-8

M3 - Journal Article

SN - 0040-4039

VL - 29

SP - 6133

EP - 6136

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 47

ER -

New chiral recognition of chiral tin(II) enolates toward cyclic acyl iminium species. Asymmetric total synthesis of (-)-supinidine

Abstract

Access to Document

Other files and links

Fingerprint

Cite this