Gold Catalysis: Efficient 1,3‐Induction with Diastereotopic Homopropargyl Alcohols in the Phenol Synthesis | Zendy

Hashmi A. Stephen K. | Zendy; Hamzić Melissa | Zendy; Rudolph Matthias | Zendy; Ackermann Martin | Zendy; Rominger Frank | Zendy

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Gold Catalysis: Efficient 1,3‐Induction with Diastereotopic Homopropargyl Alcohols in the Phenol Synthesis

Author(s) -

Hashmi A. Stephen K.,

Hamzić Melissa,

Rudolph Matthias,

Ackermann Martin,

Rominger Frank

Publication year - 2009

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.200900402

Subject(s) - chemistry , cyclohexene , alkyl , phenols , phenol , catalysis , asymmetric induction , ring (chemistry) , organic chemistry , medicinal chemistry , stereochemistry , enantioselective synthesis

Furans with diastereotopic alkynyl groups were prepared and then converted to anellated phenols in gold‐catalyzed reactions. In all cases a highly diastereoselective reaction was observed. The stereochemical outcome of the 1,3‐induction could be assigned by two independent crystal structure analyses, showing a cis ‐arrangement of the two alkyl substituents on the benzoanellated cyclohexene ring.

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