A general synthetic route to enantiopure 5-substituted cis-decahydroquinolines

M Amat, R Fabregat, R Griera…

Index: Konno, Mitoshi; Nakae, Takahiko; Sakuyama, Shigeru; Imaki, Katsuhiro; Nakai, Hisao; Hamanaka, Nobuyuki Synlett, 1997 , # 12 p. 1472 - 1474

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Citation Number: 17

Abstract

... 3, 2c, C 6 H 4 -p-OCH 3, 3c, 77. ... D (Scheme 2). A final irreversible lactamization occurs most rapidly from oxazolidine D 1 through a chairlike six-membered transition state in which the propionate chain avoids repulsive interactions with R 1 (A 1,2 strain) and C 6 H 5 groups.(12). ...