Stereoelectronic versus Steric Tuning in the Prins Cyclization Reaction: Synthesis of 2,6-trans Pyranyl Motifs

被引:43
作者
Hu, Xu-Hong [1 ]
Liu, Feng [1 ]
Loh, Teck-Peng [1 ]
机构
[1] Nanyang Technol Univ, Div Chem & Biol Chem, Sch Phys & Math Sci, Singapore 637371, Singapore
关键词
DIELS-ALDER REACTION; STEREOSELECTIVE-SYNTHESIS; NATURAL-PRODUCTS; CHIRAL CROTYLSILANES; ALDEHYDES; TETRAHYDROPYRANS; DIHYDROPYRANS; ALCOHOLS; CONSTRUCTION; SUBSTITUENTS;
D O I
10.1021/ol900196w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The use of carboalkoxyl allenic alcohol for the efficient synthesis of pyranyl motifs via Prins cyclization is described. This method provides easy access to 2,6-trans dihydropyrans in good yield and high diastereoselectivity.
引用
收藏
页码:1741 / 1743
页数:3
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