Synthetic Studies on Huperzine R: Construction of the 1-Azabicyclo[5.4.3]tetradec-6-ene Core

被引：8

作者：

Kumazaki, Hiroshi ^{[1
]}

Nakajima, Rie ^{[1
]}

Bessho, Yuka ^{[1
]}

Yokoshima, Satoshi ^{[2
]}

Fukuyama, Tohru ^{[2
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

[2] Nagoya Univ, Grad Sch Pharmaceut Sci, Chikusa Ku, Nagoya, Aichi 4648601, Japan

来源：

SYNLETT | 2015年 / 26卷 / 15期

关键词：

alkaloids; ammonium salts; lactams; asymmetric synthesis; polycycles; LYCOPODIUM ALKALOIDS;

D O I：

10.1055/s-0034-1380425

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthetic studies on huperzine R are described. The 1-azabicyclo[5.4.3]tetradec-6-ene core was constructed by elimination of an ammonium salt formed at a position to a carbonyl group.

引用

页码：2131 / 2134

页数：4

共 20 条

[1]

Ayer W.A., 1994, ALKALOIDS, V45, P233, DOI DOI 10.1016/S0099-9598(08)60278-3

[2] SPECIFICATION OF MOLECULAR CHIRALITY [J].

CAHN, RS ;

INGOLD, C ;

PRELOG, V .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1966, 5 (04) :385-&

[3] Total Syntheses of All the Amathaspiramides [J].

Chiyoda, Koji ;

Shimokawa, Jun ;

Fukuyama, Tohru .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (10) :2505-2508

[4] THE LYCOPODIUM ALKALOIDS [J].

Hirasawa, Yusuke ;

Kobayashi, Jun'ichi ;

Morita, Hiroshi .

HETEROCYCLES, 2009, 77 (02) :679-729

[5] Lycopodium Alkaloids: Isolation and Asymmetric Synthesis [J].

Kitajima, Mariko ;

Takayama, Hiromitsu .

ALKALOID SYNTHESIS, 2012, 309 :1-31

[6]

Kitaori K, 1998, SYNLETT, P499

[7]

Kobayashi Jun'ichi, 2005, Alkaloids Chem Biol, V61, P1, DOI 10.1016/S1099-4831(05)61001-2

[8] The Lycopodium alkaloids [J].

Ma, XQ ;

Gang, DR .

NATURAL PRODUCT REPORTS, 2004, 21 (06) :752-772

[9]

MacLean D. B., 1973, ALKALOIDS SAN DIEGO, V14, P48

[10]

MacLean D.B., 1985, ALKALOIDS, V26, P241, DOI DOI 10.1016/S0099-9598(08)60196-0

← 1 2 →