How to force Hibernate to remove orphans before update

Let's say I have following model structure:

@Entity
@Table(....)
public class AnnotationGroup{
    ...
    private List<AnnotationOption> options;


    @OneToMany(cascade = CascadeType.ALL, fetch = FetchType.EAGER, orphanRemoval = true)
    @JoinColumn(name = "annotation_group_id", nullable = false)
    public List<AnnotationOption> getOptions() {
        return options;
    }
}

@Entity
@Table(...)
public class AnnotationOption {

    private Long id;

    @Id
    @GeneratedValue(strategy = GenerationType.IDENTITY)
    @Override
    public Long getId() {
        return id;
    }
}

At the moment I have group1 with AnnotationOptions opt1 opt2 and opt3

Then I want to replace all option with only one option opt1

Additionally I have constraint in database:

    CONSTRAINT "UQ_ANNOTATION_OPTION_name_annotation_group_id" UNIQUE (annotation_option_name, annotation_group_id)

And this one fires:

Caused by: org.postgresql.util.PSQLException: ERROR: duplicate key value violates unique constraint "UQ_ANNOTATION_OPTION_name_annotation_group_id"
  Detail: Key (name, annotation_group_id)=(opt1, 3) already exists.

Actually isuue that hibernate removes orphans after update.

Can you suggest something t resolve issue?