TY - JOUR
T1 - Toward the synthesis of γ-pyrone-containing natural products
T2 - Diastereoselective aldol-type reaction of a γ-pyrone
AU - Takemura, Takuma
AU - Hayakawa, Ichiro
AU - Fukasawa, Emi
AU - Sengoku, Tetsuya
AU - Kigoshi, Hideo
N1 - Copyright:
Copyright 2012 Elsevier B.V., All rights reserved.
PY - 2012/8/12
Y1 - 2012/8/12
N2 - The diastereoselective aldol-type reaction of a γ-pyrone via a sodium anion has been developed. This reaction is useful for synthesizing γ-pyrone-containing natural products. Also, we applied the Mukaiyama aldol-type reaction of silyl enol ether of γ-pyrone by using TiCl 4. This Mukaiyama aldol-type reaction of γ-pyrone indicated higher anti-aldol selectivity than the aldol-type reaction of a γ-pyrone with NaHMDS.
AB - The diastereoselective aldol-type reaction of a γ-pyrone via a sodium anion has been developed. This reaction is useful for synthesizing γ-pyrone-containing natural products. Also, we applied the Mukaiyama aldol-type reaction of silyl enol ether of γ-pyrone by using TiCl 4. This Mukaiyama aldol-type reaction of γ-pyrone indicated higher anti-aldol selectivity than the aldol-type reaction of a γ-pyrone with NaHMDS.
KW - Diastereoselective aldol-type reaction of a γ-pyrone
KW - Mukaiyama aldol-type reaction of a γ-pyrone
KW - anti-Aldol selectivity
UR - http://www.scopus.com/inward/record.url?scp=84862756302&partnerID=8YFLogxK
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U2 - 10.1016/j.tet.2012.05.111
DO - 10.1016/j.tet.2012.05.111
M3 - Article
AN - SCOPUS:84862756302
VL - 68
SP - 6477
EP - 6484
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 32
ER -