Stereoselective synthesis of C(1)-C(9) and C(11)-C(17)fragments of protomycinolide iv based on asymmetric pinacol-typerearrangement

Keisuke Suzuki; Katsuhiko Tomooka; Takashi Matsumoto; Eiji Katayama; Gen ichi Tsuchihashi

doi:10.1016/S0040-4039(00)89230-8

Stereoselective synthesis of C(1)-C(9) and C(11)-C(17)fragments of protomycinolide iv based on asymmetric pinacol-typerearrangement

Keisuke Suzuki, Katsuhiko Tomooka, Takashi Matsumoto, Eiji Katayama, Gen ichi Tsuchihashi

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

17 Citations (Scopus)

Abstract

Two chiral intermediates, C(1)-C(9) and C(11)-C(17) portionsof protomycinolide IV, were synthesized both from (S)-ethyl lactatevia asymmetric pinacol-type rearrangement followed bydiastereoselective reactions on α-methyl-β,γ-unsaturatedcarbonyl compounds.

Original language	English
Pages (from-to)	3711-3714
Number of pages	4
Journal	Tetrahedron Letters
Volume	26
Issue number	31
DOIs	https://doi.org/10.1016/S0040-4039(00)89230-8
Publication status	Published - 1985
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)89230-8

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title = "Stereoselective synthesis of C(1)-C(9) and C(11)-C(17)fragments of protomycinolide iv based on asymmetric pinacol-typerearrangement",

abstract = "Two chiral intermediates, C(1)-C(9) and C(11)-C(17) portionsof protomycinolide IV, were synthesized both from (S)-ethyl lactatevia asymmetric pinacol-type rearrangement followed bydiastereoselective reactions on α-methyl-β,γ-unsaturatedcarbonyl compounds.",

author = "Keisuke Suzuki and Katsuhiko Tomooka and Takashi Matsumoto and Eiji Katayama and Tsuchihashi, {Gen ichi}",

year = "1985",

doi = "10.1016/S0040-4039(00)89230-8",

language = "English",

volume = "26",

pages = "3711--3714",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "31",

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T1 - Stereoselective synthesis of C(1)-C(9) and C(11)-C(17)fragments of protomycinolide iv based on asymmetric pinacol-typerearrangement

AU - Suzuki, Keisuke

AU - Tomooka, Katsuhiko

AU - Matsumoto, Takashi

AU - Katayama, Eiji

AU - Tsuchihashi, Gen ichi

PY - 1985

Y1 - 1985

N2 - Two chiral intermediates, C(1)-C(9) and C(11)-C(17) portionsof protomycinolide IV, were synthesized both from (S)-ethyl lactatevia asymmetric pinacol-type rearrangement followed bydiastereoselective reactions on α-methyl-β,γ-unsaturatedcarbonyl compounds.

AB - Two chiral intermediates, C(1)-C(9) and C(11)-C(17) portionsof protomycinolide IV, were synthesized both from (S)-ethyl lactatevia asymmetric pinacol-type rearrangement followed bydiastereoselective reactions on α-methyl-β,γ-unsaturatedcarbonyl compounds.

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U2 - 10.1016/S0040-4039(00)89230-8

DO - 10.1016/S0040-4039(00)89230-8

M3 - Article

AN - SCOPUS:0022007245

SN - 0040-4039

VL - 26

SP - 3711

EP - 3714

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 31

ER -

Stereoselective synthesis of C(1)-C(9) and C(11)-C(17)fragments of protomycinolide iv based on asymmetric pinacol-typerearrangement

Abstract

All Science Journal Classification (ASJC) codes

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