An expeditious route towards pyranopyran sugar amino acids

被引:19
作者
Grotenbreg, GM [1 ]
Tuin, AW [1 ]
Witte, MD [1 ]
Leeuwenburgh, MA [1 ]
van Boom, JH [1 ]
van der Marel, GA [1 ]
Overkleeft, HS [1 ]
Overhand, M [1 ]
机构
[1] Leiden Univ, Leiden Inst Chem, Gorlaeus Labs, NL-2300 RA Leiden, Netherlands
关键词
amino acids; bicyclic compounds; carbohydrates; pyranopyran; ring-closing metathesis;
D O I
10.1055/s-2004-820021
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of two diastereoisomeric pyranopyran sugar amino acids, starting from (+)-D-3,4,6-tri-O-benzylglucal, is described. The key reaction sequence towards the bicyclic structure entails Petasis olefination followed by ring closing metathesis.
引用
收藏
页码:904 / 906
页数:3
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