Synthesis of carotol using a formal (4+1)-cycloaddition of chiral dialkoxycarbenes

Autor:	Martin Déry, Machhindra Gund, Claude Spino
Rok vydání:	2018
Předmět:	010405 organic chemistry Chemistry Stereochemistry Organic Chemistry General Chemistry 010402 general chemistry Sesquiterpene 01 natural sciences Catalysis Cycloaddition 0104 chemical sciences Carotol chemistry.chemical_compound Intramolecular force
Zdroj:	Canadian Journal of Chemistry. 96:311-327
ISSN:	1480-3291 0008-4042
DOI:	10.1139/cjc-2017-0594
Popis:	We report formal intramolecular (4+1)-cycloadditions of dialkoxycarbenes used in the synthesis of the daucane-type sesquiterpene carotol. We found a chiral dialkoxycarbene capable of diastereoselective formation of a key oxabicyclo[3.3.0]octene adduct. Carotol was synthesized in 14 linear steps from simple starting materials.
Databáze:	OpenAIRE
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