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Biomimetic‐Type Synthesis of the Racemic Non‐Aromatic Angucyclinones of the SF 2315 and SS 228Y Types
Author(s) -
Krohn Karsten,
Flörke Ulrich,
Freund Christian,
Hayat Nasir
Publication year - 2000
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(200004)2000:8<1627::aid-ejoc1627>3.0.co;2-a
Subject(s) - chemistry , aldol reaction , stereochemistry , chelation , tricyclic , organic chemistry , catalysis
The biomimetic‐type aldol reaction of the tricyclic ( E )‐configured precursors 6a/b gave the racemic nonaromatic angucycline derivatives 11 ‐ 13 of the SF 2315 and SS 288Y types. Chelate controlled conditions in the cyclization of 6b led to the regioisomeric product 10 .