Hetero [6+3] cycloaddition of fulvenes with N-alkylidene glycine esters: a facile synthesis of the delavayine and incarvillateine framework.
[reaction: see text] In contrast to the [3+2] or [4+3] cycloaddition of N-metalated azomethine ylides and various alkenes, N-benzylidene glycine ethyl ester reacts with fulvenes to give the hetero [6+3] cycloaddition adducts with high stereoselectivity, constituting an efficient and novel route to [2]pyrindines.
Department of Chemistry and Biochemistry, National Chung Cheng University, Chia-Yi, 621, Taiwan, R.O.C. chebch@ccunix.ccu.edu.tw
Bor-Cherng
BC
Hong
Arun Kumar
AK
Gupta
Ming-Fun
MF
Wu
Ju-Hsiou
JH
Liao
Gene-Hsiang
GH
Lee