Electrophilic Addition of Allylic Carbocations to 2‐Cyclopropylidene‐2‐arylethanols: A Strategy to 3‐Oxabicyclo[3.2.0]heptanes | Zendy

Meng Bo | Zendy; Huang Xian | Zendy; Wu Luling | Zendy

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Electrophilic Addition of Allylic Carbocations to 2‐Cyclopropylidene‐2‐arylethanols: A Strategy to 3‐Oxabicyclo[3.2.0]heptanes

Author(s) -

Meng Bo,

Huang Xian,

Wu Luling

Publication year - 2013

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.201201073

Subject(s) - carbocation , allylic rearrangement , chemistry , electrophile , intramolecular force , ring (chemistry) , electrophilic addition , medicinal chemistry , stereochemistry , organic chemistry , catalysis

We have developed an electrophilic addition of allylic carbocations to 2‐cyclopropylidene‐2‐arylethanols constructing carbon‐carbon bonds with excellent regio‐ and stereoselectivities. The reaction affords 3‐oxabicyclo[3.2.0]heptanes in moderate to good yields via the electrophilic addition/ring‐opening/vinyl group shift/intramolecular cyclization sequence.

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