2-Cyclopenten-1-one → HCID 67296073, compound

HRID 2276849Notes

Reaction equation

HRID 2276849 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12](OB(O)O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:19]1(=[O:24])[CH2:23][CH2:22][CH:21]=[CH:20]1.C1C=CC(P(C2C=CC3C(=CC=CC=3)C=2C2C3C(=CC=CC=3)C=CC=2P(C2C=CC=CC=2)C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@H:21]2[CH2:22][CH2:23][C:19](=[O:24])[CH2:20]2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 135882-Cyclopenten-1-oneHCID 634876Binap, (A+-)-HCID 153891394-Benzyloxyphenylboric acid

Product 1

HCID 67296073HCID 67296073, compoundYield 95%

Procedure

4-Benzyloxyphenylboric acid (3.42 g, 15 mmol), cyclopentenone (1.1 mL, 13 mmol) and (S)-BINAP were used as ligands and treated in a similar manner to (Step 1) of (Example 3) to give the title compound (3.16 g, 95%).

Workup

  1. additiontreated in a similar manner to (Step 1) of (Example 3)

Sources & evidence

ORD record
ord-f7bc0172ccb04ee0963edd90bb9e98d6
Source dataset
uspto-grants-2015_09
Patent number
US09133140B2

Reaction notes

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