Stereocontrolled synthesis of (+)-lycoperdic acid based on a palladium catalyzed reaction using a serine-derived organozinc reagent

Hidekazu Masaki; Tomoko Mizozoe; Tomoyuki Esumi; Yoshiharu Iwabuchi; Susumi Hatakeyama

doi:10.1016/S0040-4039(00)00719-X

Stereocontrolled synthesis of (+)-lycoperdic acid based on a palladium catalyzed reaction using a serine-derived organozinc reagent

Hidekazu Masaki, Tomoko Mizozoe, Tomoyuki Esumi, Yoshiharu Iwabuchi, Susumi Hatakeyama

PHA - Molecular Pharmaceutical Science

Nagasaki University

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

27 Citations (Scopus)

Abstract

An efficient stereocontrolled synthesis of (+)-lycoperdic acid has been achieved based on palladium catalyzed cross-coupling reaction of (Z)-1-(tert- butyldimethylsiloxy)-3-iodo-6-(p-methoxybenzyl)oxy-2-hexene with the organozinc reagent, prepared from N-Boc-β-iodoalanine methyl ester. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	4801-4804
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	24
DOIs	https://doi.org/10.1016/S0040-4039(00)00719-X
Publication status	Published - 2000 Jun 10

Keywords

Amino acids
Coupling reactions
Organozinc compounds
Palladium catalyzed reactions

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10.1016/S0040-4039(00)00719-X

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title = "Stereocontrolled synthesis of (+)-lycoperdic acid based on a palladium catalyzed reaction using a serine-derived organozinc reagent",

abstract = "An efficient stereocontrolled synthesis of (+)-lycoperdic acid has been achieved based on palladium catalyzed cross-coupling reaction of (Z)-1-(tert- butyldimethylsiloxy)-3-iodo-6-(p-methoxybenzyl)oxy-2-hexene with the organozinc reagent, prepared from N-Boc-β-iodoalanine methyl ester. (C) 2000 Elsevier Science Ltd.",

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T1 - Stereocontrolled synthesis of (+)-lycoperdic acid based on a palladium catalyzed reaction using a serine-derived organozinc reagent

AU - Masaki, Hidekazu

AU - Mizozoe, Tomoko

AU - Esumi, Tomoyuki

AU - Iwabuchi, Yoshiharu

AU - Hatakeyama, Susumi

PY - 2000/6/10

Y1 - 2000/6/10

N2 - An efficient stereocontrolled synthesis of (+)-lycoperdic acid has been achieved based on palladium catalyzed cross-coupling reaction of (Z)-1-(tert- butyldimethylsiloxy)-3-iodo-6-(p-methoxybenzyl)oxy-2-hexene with the organozinc reagent, prepared from N-Boc-β-iodoalanine methyl ester. (C) 2000 Elsevier Science Ltd.

AB - An efficient stereocontrolled synthesis of (+)-lycoperdic acid has been achieved based on palladium catalyzed cross-coupling reaction of (Z)-1-(tert- butyldimethylsiloxy)-3-iodo-6-(p-methoxybenzyl)oxy-2-hexene with the organozinc reagent, prepared from N-Boc-β-iodoalanine methyl ester. (C) 2000 Elsevier Science Ltd.

KW - Amino acids

KW - Coupling reactions

KW - Organozinc compounds

KW - Palladium catalyzed reactions

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SN - 0040-4039

VL - 41

SP - 4801

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 24

ER -

Stereocontrolled synthesis of (+)-lycoperdic acid based on a palladium catalyzed reaction using a serine-derived organozinc reagent

Abstract

Keywords

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